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| CAS No.: | 108-45-2 |
|---|---|
| Name: | m-Phenylenediamine |
| Molecular Structure: | |
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|
|
| Formula: | C6H8N2 |
| Molecular Weight: | 108.143 |
| Synonyms: | m-Phenylenediamine(8CI);1,3-Diaminobenzene;1,3-Diaminophenylene;1,3-Phenylenediamine;3-Aminoaniline;C.I. Developer 11;Developer C;Developer H;Developer M;Direct Brown BR;Direct Brown GG;NSC 4776;RT 30H;m-Aminoaniline;m-Benzenediamine;m-Diaminobenzene;N-butyl anhydride;metaphenylene diamine;1,3-Benzenediamine; |
| EINECS: | 203-584-7 |
| Density: | 1.15 g/cm3 |
| Melting Point: | 64-66 °C(lit.) |
| Boiling Point: | 283.2 °C at 760 mmHg |
| Flash Point: | 147.6 °C |
| Solubility: | 350 g/L (25 °C) in water |
| Appearance: | Gray to white crystal melting |
| Hazard Symbols: |
 T, N
|
| Risk Codes: | 23/24/25-36-43-50/53-68-40 |
| Safety: | 28-36/37-45-60-61 |
| Transport Information: | UN 1673 6.1/PG 3 |
| PSA: | 52.04000 |
| LogP: | 2.01340 |
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| Conditions | Yield |
|---|---|
| With sodium tetrahydroborate In water at 20℃; for 1h; | 100% |
| With hydrogen; sodium fluoride In methanol at 39.84℃; for 2.17h; | 100% |
| With hydrogen In ethanol at 20℃; under 760.051 Torr; for 3h; chemoselective reaction; | 100% |
| Conditions | Yield |
|---|---|
| With C37H23Cl2N7Pd2(2+)*2F6P(1-); hydrogen; sodium cyanoborohydride In methanol at 50℃; under 760.051 Torr; for 6h; | 100% |
| With potassium fluoride; polymethylhydrosiloxane; palladium diacetate In tetrahydrofuran; water at 20℃; for 0.5h; | 99% |
| With potassium fluoride; polymethylhydrosiloxane; palladium diacetate In tetrahydrofuran at 20℃; for 0.5h; | 99% |
| Conditions | Yield |
|---|---|
| With C24H12Cu2F9N4O7; tetrabutylammomium bromide; ammonia; caesium carbonate In water at 110 - 140℃; for 16h; | 99% |
| With {(o-C6H4(NCHC6H4O)2)cobalt(II)}2; ammonia at 150℃; under 1500.15 Torr; for 10h; Autoclave; Inert atmosphere; Large scale; | 73% |
| With ammonia; water; copper(II) sulfate at 175 - 180℃; |
| Conditions | Yield |
|---|---|
| With [Cu2(2,7-bis(pyridin-2-yl)-l,8-naphthyridine)(OH)(CF3COO)3]; tetrabutylammomium bromide; ammonia; caesium carbonate In water at 120℃; for 16h; Sealed tube; chemoselective reaction; | 99% |
| With copper(l) iodide; 1,2,4,5-tetramethylbenzene; ammonia at 20℃; for 15h; Reagent/catalyst; | 94% |
| Conditions | Yield |
|---|---|
| With sodium hypochlorite; water at -5 - 50℃; for 2h; Temperature; Inert atmosphere; | 97% |
| With sodium hypochlorite In water at -5 - 50℃; for 4h; Temperature; Hofmann Rearrangement; Inert atmosphere; | 84.2% |
| With sodium hypochlorite at 45℃; for 6h; Green chemistry; | 92 g |
| With sodium hypochlorite; potassium hydroxide at 0 - 80℃; Hofmann Rearrangement; Inert atmosphere; | 7.1 g |
| Conditions | Yield |
|---|---|
| With palladium 10% on activated carbon; hydrazine hydrate In methanol at 120℃; for 0.25h; Microwave irradiation; | 96% |
| Conditions | Yield |
|---|---|
| With ammonium hydroxide In water at 20℃; for 9h; Green chemistry; | 96% |
- 14994-81-1
m-aminophenyl azide
- 108-45-2
m-phenylenediamine
| Conditions | Yield |
|---|---|
| With hydrazinium monoformate; zinc In methanol at 20℃; for 0.15h; | 95% |
- 108-45-2
m-phenylenediamine
| Conditions | Yield |
|---|---|
| In water; acetonitrile at 110℃; for 2h; | 95% |
| Conditions | Yield |
|---|---|
| With copper(I) oxide; ammonium hydroxide In 1-methyl-pyrrolidin-2-one at 80℃; for 24h; | 94% |
| With copper(l) iodide; tetra(n-butyl)ammonium hydroxide; ammonia In water at 80℃; for 48h; Inert atmosphere; Sealed tube; chemoselective reaction; | 75% |
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- 122-39-4Diphenylamine
- 100643-71-8Desloratadine
- 98-56-64-Chlorobenzotrifluoride
- 109-70-61-Bromo-3-chloropropane
- 104987-11-3Tacrolimus
- 141-53-7Sodium formate
- 8001-54-5Quaternary ammonium compounds, alkylbenzyldimethyl, chlorides
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- 10161-34-9Trenbolone acetate
- 402957-28-2Telaprevir
- 68-19-9Cyanocobalamin
- Total:38 Page 1 of 1 1
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Consensus Reports
IARC Cancer Review: Group 3 IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 7 ,1987,p. 56.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Inadequate Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 16 ,1978,p. 111.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . EPA Genetic Toxicology Program. Reported in EPA TSCA Inventory.
Standards and Recommendations
ACGIH TLV: TWA 0.1 mg/m3; Not Classifiable as a Human Carcinogen
DFG MAK: Confirmed Animal Carcinogen with Unknown Relevance to Humans
DOT Classification: 6.1; Label: KEEP AWAY FROM FOOD
Specification
1,3-Benzenediamine, its cas register number is 108-45-2. It also can be call 1,3-Phenylenediamine; 3-Aminoaniline;
Benzene, 1,3-diamino-; Metaphenylenediamine; m-Aminoaniline; m-Benzenediamine; m-Diaminobenzene; m-Fenylendiamin; m-Phenylenediamine. 1,3-diaminobenzene, is an organic compound with the formula C6H4(NH2)2. It is an isomer of o-phenylenediamine and p-phenylenediamine. It is a colourless solid. m-Phenylenediamine is produced by hydrogenation of 1,3-dinitrobenzene. The dinitrobenzene is prepared by dinitration of benzene.
Physical properties about 1,3-Benzenediamine are: (1)ACD/LogP: -0.306; (2)ACD/LogD (pH 5.5): -0.40; (3)ACD/LogD (pH 7.4): -0.31; (4)ACD/BCF (pH 5.5): 1.00; (5)ACD/BCF (pH 7.4): 1.00; (6)ACD/KOC (pH 5.5): 13.08; (7)ACD/KOC (pH 7.4): 16.19; (8)#H bond acceptors: 2 ; (9)#H bond donors: 4; (10)#Freely Rotating Bonds: 2; (11)Index of Refraction: 1.66 ; (12)Molar Refractivity: 34.725 cm3; (13)Molar Volume: 93.994 cm3; (14)Polarizability: 13.766 10-24cm3; (15)Surface Tension: 57.5979995727539 dyne/cm; (16)Density: 1.15 g/cm3; (17)Flash Point: 147.572 °C; (18)Enthalpy of Vaporization: 52.208 kJ/mol; (19)Boiling Point: 283.179 °C at 760 mmHg; (20)Vapour Pressure: 0.00300000002607703 mmHg at 25°C
Uses of 1,3-Benzenediamine: 1,3-Benzenediamine is used in the preparation various polymers including aramid fibers, epoxy resins, wire enamel coatings and polyurea elastomers. Other uses for m-phenylenediamine include as an accelerator for adhesive resins, and as a component of dyes for leather and textiles.
When you are using this chemical, please be cautious about it as the following:
1. After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer);
2. Wear suitable protective clothing and gloves;
3. In case of accident or if you feel unwell, seek medical advice immediately (show label where possible);
4. This material and/or its container must be disposed of as hazardous waste;
5. Avoid release to the environment. Refer to special instructions safety data sheet;
You can still convert the following datas into molecular structure:
(1)InChI=1S/C6H8N2/c7-5-2-1-3-6(8)4-5/h1-4H,7-8H2;
(2)InChIKey=WZCQRUWWHSTZEM-UHFFFAOYSA-N;
(3)Smilesc1c(cccc1N)N;
The toxicity data is as follows:
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| bird - wild | LD50 | oral | 562mg/kg (562mg/kg) | Archives of Environmental Contamination and Toxicology. Vol. 12, Pg. 355, 1983. | |
| cat | LDLo | oral | 300mg/kg (300mg/kg) | LUNGS, THORAX, OR RESPIRATION: CYANOSIS BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | Journal of Industrial Hygiene. Vol. 4, Pg. 386, 1923. |
| dog | LDLo | intravenous | 17mg/kg (17mg/kg) | Journal of Industrial Hygiene. Vol. 4, Pg. 386, 1923. | |
| dog | LDLo | subcutaneous | 100mg/kg (100mg/kg) | National Technical Information Service. Vol. OTS0555804, | |
| guinea pig | LD50 | oral | 450mg/kg (450mg/kg) | Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 53(7), Pg. 62, 1988. | |
| guinea pig | LD50 | unreported | 450mg/kg (450mg/kg) | Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 31(8), Pg. 46, 1987. | |
| mouse | LD50 | oral | 67700ug/kg (67.7mg/kg) | Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 53(7), Pg. 62, 1988. | |
| mouse | LD50 | subcutaneous | 90mg/kg (90mg/kg) | Kyushu Journal of Medical Science. Vol. 13, Pg. 175, 1962. | |
| mouse | LD50 | unreported | 65300ug/kg (65.3mg/kg) | Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 31(8), Pg. 46, 1987. | |
| mouse | LDLo | intraperitoneal | 400mg/kg (400mg/kg) | Revue Belge de Pathologie et de Medecine Experimentale. Vol. 22, Pg. 1, 1952. | |
| rabbit | LD50 | oral | 437mg/kg (437mg/kg) | Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 53(7), Pg. 62, 1988. | |
| rabbit | LD50 | unreported | 438mg/kg (438mg/kg) | Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 31(8), Pg. 46, 1987. | |
| rabbit | LDLo | skin | 1500mg/kg (1500mg/kg) | LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES KIDNEY, URETER, AND BLADDER: OTHER CHANGES IN URINE COMPOSITION | National Technical Information Service. Vol. OTS0555804, |
| rabbit | LDLo | subcutaneous | 200mg/kg (200mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD LUNGS, THORAX, OR RESPIRATION: CYANOSIS | Journal of Industrial Hygiene. Vol. 4, Pg. 386, 1923. |
| rat | LD50 | intraperitoneal | 283mg/kg (283mg/kg) | Journal of Toxicology and Environmental Health. Vol. 2, Pg. 657, 1977. | |
| rat | LD50 | oral | 280mg/kg (280mg/kg) | Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 53(7), Pg. 62, 1988. | |
| rat | LD50 | unreported | 351mg/kg (351mg/kg) | Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 31(8), Pg. 46, 1987. | |
| rat | LDLo | subcutaneous | 80mg/kg (80mg/kg) | National Technical Information Service. Vol. OTS0555804, |
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